Acetanilide → Aniline, 2,4-difluoro-6-nitro-

HRID 1739539Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1739539
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].C(OC(=O)C)(=O)C.C(NC1C=CC=CC=1)(=O)C.[N+:27]([O-])([OH:29])=[O:28].OS(O)(=O)=O>>[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[C:5]([N+:27]([O-:29])=[O:28])[C:3]=1[NH2:4]

Komponenten

5

Edukt 4

HCID 904AcetanilideHCID 7918Acetic AnhydrideHCID 97092,4-Difluoroaniline2×HCID 71777668Sulfuric acid, mixt. with nitric acid

Produkt 1

HCID 9697Aniline, 2,4-difluoro-6-nitro-

Versuchsvorschrift

Thus WO 96/02493, starting from 2,4-difluoroaniline, discloses a synthesis proceeding via five stages. 2,4-Difluoroaniline is first reacted with acetic anhydride, the resulting acetanilide is nitrated by means of HNO3 /H2SO4, the acetyl radical is removed and 2,4-difluoro-6-nitroaniline is obtained. By reaction of the 2,4-difluoro-6-nitroaniline with sodium nitrite, the amino group can be removed and 3,5-difluoronitrobenzene is obtained, which can be converted into 3,5-difluoroaniline by reduction.

Aufarbeitung

  1. customthe acetyl radical is removed

Quellen und Nachweise

ORD-Eintrag
ord-a381ac1090724e748c12032d0170d0cc
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05965775

Notizen zur Reaktion

Wird geladen…